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Synlett 1999; 1999(11): 1769-1771
DOI: 10.1055/s-1999-2948
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One-Pot Transformation of RCHO to (E)-RCH=CHSiMe3 Using CHI3, Mn, Me3SiCl, and a Catalytic Amount of CrCl2

Kazuhiko Takai* , Shintaro Hikasa, Tetsuya Ichiguchi, Naoki Sumino
  • *Department of Applied Chemistry, Faculty of Engineering, Okayama University, Tsushima, Okayama 700-8530, Japan; Fax +81-86-2 51-80 94; E-mail: ktakai@cc.okayama-u.ac.jp
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Publication Date:
31 December 1999 (online)

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Iodoform is reduced with manganese in the presence of Me3SiCl to give Me3SiCHI2 (1). A one-pot transformation of aldehydes to (E)-1-alkenyltrimethylsilanes is then performed with iodoform, manganese, Me3SiCl, and a catalytic amount of chromium(II) chloride in THF via in situ formation of 1.

geminal dichromium reagent - geminal diiodo compound - (E)-1-alkenylsilane - chromium(II) - chromium(III) - manganese